Long time back, HoD Queens Gate with one of their well-reputed Latin ladies, she was game-on and raring for doggy, she backed up with as much vigour as I could muster to go forwards, clapping was enough to be heard at the Albert Hall, emptied my balls and withdrew only to find the end had completely blown open. She was far more sanguine about it than I was, calming me saying she was tested and on the pill. Thankfully no partner to awkwardly suggest we use protection for the next 6 months.
Another time early 2000s was with a regular and we both made the mistake of basking too long in the afterglow of a very decent climax and it came off as I withdrew, fished it out from way up inside her after she couldn't reach.
Pre 2010 the SP put what appeared to be a half-length mac on me, both couldn't roll it on any further and it wasn't inside out, but she was unconcerned and wanted to have at, unsurprisingly it rolled off some way during the frolics and when I realised things were feeling a bit too good I pulled out gingerly and looked down to see my bare cock waving at her entrance. Took ages to fish it out. Little consolation for her was I hadn't cum.
Had a semi-regular SP put a condom on me that was too large because she'd run out of regulars, both failed to hold on to root end of it as we got into things and unsurprisingly it ended up off and up her after I'd been shallow thrusting whilst deep inside her, tapping her back wall as was her preference. She came, I came, we both realised the dom wasn't where it should be, I couldn't reach it as she was quite tight so she retreated to the bathroom with some good-humoured cussing to fish it out as she douched in the shower. She quipped on her return that worse comes to worst we'd make pretty babies, I was not laughing.